Hydrochloric Acid → HCID 90169896, compound

HRID 510143Notes

Reaction equation

HRID 510143 reaction equation
[F:1][C:2]1[CH:38]=[CH:37][CH:36]=[CH:35][C:3]=1[CH2:4][N:5]1[C:9]2=[N:10][CH:11]=[CH:12][CH:13]=[C:8]2[C:7]([C:14]2[N:22]=[C:21]3[C:17]([N:18]([CH:24]4[CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25]4)[C:19](=[O:23])[NH:20]3)=[CH:16][N:15]=2)=[N:6]1.[ClH:39]>O1CCOCC1>[ClH:39].[NH:26]1[CH2:25][CH:24]([N:18]2[C:17]3[C:21](=[N:22][C:14]([C:7]4[C:8]5[C:9](=[N:10][CH:11]=[CH:12][CH:13]=5)[N:5]([CH2:4][C:3]5[CH:35]=[CH:36][CH:37]=[CH:38][C:2]=5[F:1])[N:6]=4)=[N:15][CH:16]=3)[NH:20][C:19]2=[O:23])[CH2:27]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66614140HCID 66614140, compound

Product 1

HCID 90169896HCID 90169896, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

579 mg (approx. 0.887 mmol, 79% purity) of the compound from example 98A were dissolved 10 ml of dioxane and then admixed with 4 ml of a 4N solution of hydrogen chloride in dioxane and stirred at RT for 0.5 h. This was followed by concentration to dryness. After purification by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient), this gave 168 mg (41% of theory) of the title compound.

Workup

  1. concentrationThis was followed by concentration to dryness
  2. customAfter purification by means of preparative HPLC (acetonitrile:water (+0.05% formic acid) gradient)

Sources & evidence

ORD record
ord-c6a505a04d89461e8f6665ede67e734d
Source dataset
uspto-grants-2015_08
Patent number
US09096592B2

Reaction notes

Loading…